N-(4-溴-2-甲基苯基)氨基甲酸叔丁酯 | 306937-14-4

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-溴-2-甲基苯基)氨基甲酸叔丁酯
• 中文别名: N-BOC-2-甲基-4-溴苯胺；1,1-二甲基-(4-溴-2-甲基苯基)氨基甲酸乙酯
• 英文名称: (4-bromo-2-methylphenyl)carbamic acid tert-butyl ester
• 英文别名: 1,1-dimethylethyl (4-bromo-2-methylphenyl)carbamate；tert-Butyl (4-bromo-2-methylphenyl)carbamate；tert-butyl N-(4-bromo-2-methylphenyl)carbamate
• CAS: 306937-14-4
• 化学式: C₁₂H₁₆BrNO₂
• 分子量: 286.169
• InChiKey: ZMUXMKPOXRAYSP-UHFFFAOYSA-N

物化性质

• 沸点：
  294.7±33.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: N-BOC 4-Bromo-2-methylaniline
Synonyms: tert-Butyl 4-bromo-2-methylphenylcarbamate

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: N-BOC 4-Bromo-2-methylaniline
CAS number: 306937-14-4

---

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

---

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C12H16BrNO2
Molecular weight: 286.2

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen bromide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-(4-溴-2-甲基苯基)氨基甲酸叔丁酯 、 吡唑 在 copper(l) iodide 、 trans-1,2-diaminomethyl-cyclohexane 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 6.0h， 以70%的产率得到2-methyl-4-(1H-pyrazol-1-yl)aniline
  参考文献：
  名称：

  [EN] HETEROARYL- SUBSTITUTED PYRROLO` 2, 3- B! PYRIDINE DERIVATIVES AS CRF RECEPTOR ANTAGONISTS
  [FR] DERIVES PYRROLO[2,3-B]PYRIDINE A SUBSTITUTION HETEROARYLE UTILISES COMME ANTAGONISTES DES RECEPTEURS DU CRF

  摘要：

  本发明提供了化合物的公式（I），包括立体异构体、前药和其药用可接受的盐或溶剂，以及其制备方法，包含它们的药物组合物，以及它们在治疗由促肾上腺皮质激素释放因子（CRF）介导的疾病中的用途。

  公开号：

  WO2004062665A1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-甲基-4-溴苯胺 以 PEG-400 为溶剂， 反应 0.5h， 以95%的产率得到N-(4-溴-2-甲基苯基)氨基甲酸叔丁酯
  参考文献：
  名称：

  PEG-mediated Facile Protocol forN-Boc Protection of Amines

  摘要：

  我们报告了一种高效且环保的方案，用于在室温下使用(Boc)2O和PEG-400保护各种结构和电子性质不同的芳基和脂肪胺。该反应在低分子量和高分子量的PEG中均给出了优异的产率。

  DOI：

  10.1246/cl.2010.1127

文献信息

• Nonsolvent Application of Ionic Liquids: Organo-Catalysis by 1-Alkyl-3-methylimidazolium Cation Based Room-Temperature Ionic Liquids for Chemoselective <i>N</i>-<i>tert</i>-Butyloxycarbonylation of Amines and the Influence of the C-2 Hydrogen on Catalytic Efficiency
  作者：Anirban Sarkar、Sudipta Raha Roy、Naisargee Parikh、Asit K. Chakraborti

  DOI：10.1021/jo201102q

  日期：2011.9.2

  1-Alkyl-3-methylimidazolium cation based ionic liquids efficiently catalyze N-tert-butyloxycarbonylation of amines with excellent chemoselectivity. The catalytic role of the ionic liquid is envisaged as “electrophilic activation” of di-tert-butyl dicarbonate (Boc2O) through bifurcated hydrogen bond formation with the C-2 hydrogen of the 1-alkyl-3-methylimidazolium cation and has been supported by a

  1-烷基-3-甲基咪唑鎓阳离子类离子液体有效地催化ñ -叔胺的-butyloxycarbonylation具有优良的化学选择性。所述离子液体的催化作用是设想为二的“亲电活化”叔丁基酯（BOC 2 O）通过分叉氢键的形成与1-烷基-3-甲基咪唑鎓阳离子的和C-2的氢已由咪唑C-2氢1-丁基-3-甲基咪唑鎓双（三氟甲基磺酰）亚胺（[BMIM] [NTF的的低磁场移位支撑2从δ8.39]），以8.66的中的Boc存在2于O 11 H NMR和无C-2氢的1-丁基-2,3-二甲基咪唑鎓离子液体的催化效率急剧降低。与芳族和脂族胺反应所需的不同时间为分子间和分子内竞争期间选择性形成N - t- Boc提供了手段。在伯脂族胺的存在下，已经与仲脂族胺形成了优选的N - t- Boc。比较N - t -Boc与常见底物的催化效率，发现[BMIM] [NTf 2 ]优于已报道的路易斯酸催化剂。
• [EN] METHODS OF CULTURING AND/OR EXPANDING STEM CELLS AND/OR LINEAGE COMMITTED PROGENITOR CELLS USING AMIDO COMPOUNDS<br/>[FR] PROCÉDÉS DE CULTURE ET/OU D'EXPANSION DE CELLULES SOUCHES ET/OU DE CELLULES PROGÉNITRICES DÉTERMINÉES D'UNE LIGNÉE À L'AIDE DE COMPOSÉS AMIDO
  申请人：IDEAYA BIOSCIENCES INC

  公开号：WO2020018848A1

  公开（公告）日：2020-01-23

  Provided are methods for expanding stem cells and/or lineage committed progenitor cells, such as hematopoietic stems cells and/or lineage committed progenitor cells, at least in part, by using compounds that antagonize AhR. The compounds are represented by formulae (I) (II) (III) (IV), wherein the letters and symbols a, b, c, d, e, f, g, Z, R1b, R2a and R2b have the meanings provided in the specification. Also provided are compositions comprising stem cells and/or lineage committed progenitor cells expanded by methods disclosed herein and methods for the treatment of diseases treatable by same.

  提供了一种扩增干细胞和/或系谱承诺的前体细胞的方法，例如造血干细胞和/或系谱承诺的前体细胞，至少部分地通过使用拮抗AhR的化合物。这些化合物由公式 (I) (II) (III) (IV) 表示，其中字母和符号 a、b、c、d、e、f、g、Z、R1b、R2a 和 R2b 在说明书中有提供的含义。还提供了包含通过本文披露的方法扩增的干细胞和/或系谱承诺的前体细胞的组合物，以及用于治疗可通过相同方法治疗的疾病的方法。
• HClO₄–SiO₂as a new, highly efficient, inexpensive and reusable catalyst for N-tert-butoxycarbonylation of amines
  作者：Asit K. Chakraborti、Sunay V. Chankeshwara

  DOI：10.1039/b605074c

  日期：——

  Perchloric acid adsorbed on silica-gel (HClO4–SiO2) was found to be a new, highly efficient, inexpensive and reusable catalyst for chemoselective N-tert-butoxycarbonylation of amines at room temperature and under solvent-free conditions.

  吸附在硅胶上的高氯酸（HClO4–SiO2）被发现是一种新的、高效、廉价且可重复使用的催化剂，可在室温和无溶剂条件下选择性地对胺进行N-特丁氧基碳酰化反应。
• [EN] AMIDO COMPOUNDS AS AhR MODULATORS<br/>[FR] COMPOSÉ AMIDO UTILISÉS COMME MODULATEURS DU AHR
  申请人：IDEAYA BIOSCIENCES INC

  公开号：WO2019018562A1

  公开（公告）日：2019-01-24

  Provided herein are compounds, compositions and methods of using the compounds and compositions for the treatment of diseases modulated, as least in part, by AhR. The compounds are represented by formulae Formula (I), (II), (III), (iv): wherein the letters and symbols a, b, c, d, e, f, g, Z, R1b, R2a and R2b have the meanings provided in the specification.

  本文提供了化合物、组合物及使用这些化合物和组合物治疗至少部分受AhR调节的疾病的方法。这些化合物由以下公式表示：公式（I）、（II）、（III）、（iv）：其中字母和符号a、b、c、d、e、f、g、Z、R1b、R2a和R2b的含义如规范中所述。
• Heteroaryl-substituted pyrrolo'2,3-b1 pyridine derivatives as crf receptor antagonists
  申请人：Castiglioni Emiliano

  公开号：US20070066640A1

  公开（公告）日：2007-03-22

  The present invention provides compounds of formula (I) including stereoisomers, prodrugs and pharmaceutically acceptable salts or solvates thereof, to processes for their preparation, to pharmaceutical compositions containing them and to their use in the treatment of conditions mediated by corticotropin-releasing factor (CRF).

  本发明提供公式（I）的化合物，包括立体异构体、前药和其药学上可接受的盐或溶剂化物，以及其制备过程、含有它们的制药组合物和它们在治疗由促肾上腺皮质激素释放因子（CRF）介导的疾病中的用途。